Caroline County, VA Real Estate Search

Caroline County, VA Recently Sold Homes

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Newest Caroline County, VA Recently Sold Homes for Sale

$565,000
3 Beds 3 Baths
Welcome to 6074 Newton Road Preston, MD - Winding gravel drive invites you to 5.82 acres, a Nature Lover's Paradise of woods and open spaces on Crowberry Creek just off the Choptank River. Enjoy the stone walkway heading to the front door and enter the foyer of this 2,060 Sq. Ft Home. Enjoy as you walk past a more formal living area, past the totally updated Country Kitchen and into the addition of a large Family and Dining area. Just outside you will find a lovely patio and fire pit complete with sound to enjoy on those late afternoons and evenings. Down the hall you will find a primary bedroom with an updated primary bath and walk-in closet. Across the hall are two more bedrooms and a second updated bath. Stroll through and enjoy this updated kitchen with lots of storage, solid counters, tile floors and back splash plus gas cooking. at the far end find a laundry and mudroom leading out to an oversized two car garage with attic storage overhead. Enjoy walking around the grounds that lead out to Crowberry Creek, a narrow body of water leading the the Choptank River, I am told a hard bottom, and acceptable to kayaks, canoes and flat bottom boats. Be careful in the woods - you may spot a deer or two or other wild but not dangerous animals. A couple of nice features include gutter guards to keep the leaves out, an encapsulated crawl space, a generator should the power go out and surround sound music inside and out. This home and property offer privacy and solitude on a quiet county road and the opportunity to enjoy nature. With all that said you are only about 10 minutes to all needed amenities in Easton or Preston, MD

6074 Newton Road, Preston

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: .

$360,000
3 Beds 3 Baths
Nestled in the serene country of Caroline County, this beautifully renovated ranch-style home offers a perfect blend of modern luxury and timeless comfort. The new owner will be getting an adjacent buildable .72 acre lot included with this home sale for a total of 1.52 acres. Major renovations completed in 2019 to include new windows, roof, HVAC and much more. Every corner of this property has been thoughtfully designed to create an inviting atmosphere that feels like home. Spanning 1,390 square feet, this charming detached home features three spacious bedrooms and two and a half bathrooms, providing ample space for relaxation and entertaining. The heart of the home is undoubtedly gorgeous, the stunning kitchen, equipped with stainless steel appliances, including a built-in microwave, dishwasher, Refrigerator w/icemaker, and an electric oven/range. Whether you're preparing a gourmet meal or enjoying a casual breakfast, this kitchen is a culinary enthusiast's dream. The open-concept layout seamlessly connects the kitchen to the living area, where a cozy fireplace serves as a focal point, perfect for gathering with loved ones on chilly evenings. The warm glow of the fire enhances the inviting ambiance, making it an ideal spot for relaxation or entertaining guests. The luxurious features extend beyond the kitchen and living space. The bathrooms have been elegantly updated, showcasing modern fixtures and finishes that elevate your daily routine. The thoughtful design ensures that every detail contributes to a sense of tranquility and sophistication. Outside, the property boasts a generous driveway with space for up to seven + vehicles, providing convenience for both residents and guests. The expansive outdoor space offers endless possibilities for Family cookouts, gardening, outdoor dining, or simply enjoying the fresh air. Located in a peaceful part of Caroline County, this home provides a retreat from the hustle and bustle while still being conveniently close to local amenities. The combination of high-end features, a thoughtful renovation, and a welcoming atmosphere makes this property a true gem. Experience the exclusive lifestyle that this home offers, where luxury meets comfort in every detail. This is more than just a house; it's a place to create lasting memories and enjoy the finer things in life. Freshly painted (2025), new carpet (2025) and new hot water heater (2023) Don't miss the opportunity to make this exquisite residence your own.

25073 Oxford Road, Ruther Glen

Listing courtesy of Samson Properties. Contact:

Selling Office: .

$389,000
4 Beds 3 Baths
Discover this well-cared-for split foyer home, ideally located on OVER A HALF ACRE corner lot just a few blocks from a picturesque lake— perfect for daily swims, fishing, or quiet nature walks. With four bedrooms and three full bathrooms, this spacious property offers a flexible layout ideal for growing families, multi-generational living, or those who simply love having room to spread out. Step into the bright and welcoming main level where a vaulted ceiling and fireplace add charm to the living room. The kitchen features bar seating at the island, a newer electric range and dishwasher, and a refrigerator that conveys with the home. The adjacent dining area opens to the back deck through French glass doors—an ideal setup for entertaining or enjoying morning coffee outside. The primary suite offers a peaceful retreat with its own private bath featuring double vanities, a soaking tub, walk-in shower, and generous walk-in closet. Two additional bedrooms and a full hall bath complete the upper level. Downstairs, the lower level boasts an expansive family room that flows into a connected recreation space—perfect for a playroom, media area, or additional lounge. A fourth bedroom and full bath are set apart for privacy, making it a great guest suite. A dedicated office or den adds even more functionality, along with a large storage closet and a laundry room with washer and dryer that will convey (unfinished space). A two-car garage with an automatic door opener is accessed by a wide concrete driveway, offering plenty of parking. Recent updates include a new HVAC system (2020), hot water heater (2023), dryer (2022), and newer stove and dishwasher (2022). While this property does already have a great fenced backyard, the total lot is over a half acre and includes a large wooded area that could be cleared, so there is definitely room to spread out! This move-in-ready home combines modern conveniences with flexible living spaces, all in a peaceful neighborhood setting near the lake.

600 Abbey Drive, Ruther Glen

Listing courtesy of Keller Williams Richmond West. Contact:

Selling Office: .

$930,000
3 Beds 3 Baths
Welcome to 3069 Choptank Rd – Your 30-Acre Farmette Retreat on Maryland’s Eastern Shore Just outside the charming town of Preston lies this exceptional 30-acre farmette, offering a rare blend of modern comfort, rural charm, and natural beauty. The centerpiece of the property is a beautifully updated single-story home boasting approximately 2,500 square feet of living space all 2X6 construction. This residence has undergone extensive renovations and upgrades—improvement list available upon request. Priced below recent appraisal. Ideal for equestrians and outdoor enthusiasts, the property features fenced pastures, a 400' x 100' riding rink, and two large insulated pole barns (30' x 60' and 40' x 50') with concrete floors, horse stables, a farm office, and a tack room. Nature lovers will appreciate the private pond stocked with bass and bluegill—perfect for fishing or simply enjoying the peaceful water views. Hunters and hobby farmers alike will find this property well-suited for both recreation and productivity. Relax and unwind in the 16' x 32' in-ground saltwater pool, complete with a pool house and state-of-the-art swim jets—perfect for exercise or leisurely swims without doing laps. This is a truly move-in ready working and recreational farm, thoughtfully maintained and ready for its next chapter. The property is protected by a conservation easement, ensuring its natural beauty and rural integrity remain preserved for generations to come. Attractive 2.89% VA assumable mortgage to qualified buyers! Don't miss your chance to own a piece of Eastern Shore paradise—schedule your private tour today!

3069 Choptank Road, Preston

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: .

$399,000
5 Beds 3 Baths
Location! Location! Welcome to 306 S 2nd St, (highly sought after area in town Denton), a lovingly restored colonial farmhouse style home on a private lane in a great neighborhood. Situated on a large in-town lot, the home features gleaming hardwood floors, new carpeting, and well-maintained gardens. From roof to basement, nearly everything in this home has been updated or upgraded. New architectural shingles were replaced, and the basement received new windows and a waterproofing system in 2008-2009. New windows were installed throughout the home with a new furnace and water tank in 2010. New Primary 1st Floor Primary Bedroom and Bathroom in 2024. The main electrical panel was updated in 2019. A completely renovated kitchen with solid cherry cabinets, soft close doors and drawers, granite countertops, and stainless-steel appliances awaits your culinary touch. A new brick entry and front door add to the home’s charm, as do the flowering magnolia, crepe myrtle, and pecan trees on the property. The living room has a wood burning fireplace for those cold winter evenings. The dining and family room boast numerous built-ins, Primary bedroom on main level with en-suite bath with double sinks custom large shower, providing plenty of display space and storage. The second floor offers a quiet office space or you can work outdoors and enjoy cool breezes on the screened-in porch with original flagstone flooring. As much love that was placed on the interior of this home has also been given to the outdoors with this gardener’s delight; mature red raspberries, gold raspberries, blueberries, cherries, blackberries, and asparagus are ready for the kitchen table. Additionally, there are three raised stone beds for planting the garden of your dreams. The two-car carport includes an attached workshop with electricity. Come and see everything this home has to offer!

306 S 2nd Street, Denton

Listing courtesy of Meredith Fine Properties. Contact:

Selling Office: .

$325,000
3 Beds 3 Baths
This spacious Cape Cod is nestled on a half-acre lot offering expansive views of farmland and conveniently located between Easton and Denton. Built in 1994, this home offers over 2,000sqft of living space with 3 bedrooms and 3 full baths. The main level features a comfortable living room that flows into the dining area and a generously sized kitchen with ample cabinet and counter space plus table seating. The first-floor primary suite includes a walk-in closet, double sink vanity, oversized soaking tub and separate shower. A main-level guest bedroom offers an attached full bath. A convenient mudroom/laundry room with side door entry completes the first floor. Upstairs, you'll find an expansive second primary suite featuring a walk-in closet and large private bath with double sink vanity and walk-in shower. The upstairs space offers flexibility and could easily be redesigned to include a second-floor living area, home office, or bonus room to suit your needs. Outside, enjoy the low-maintenance concrete rear deck—perfect for relaxing or entertaining. Additional features include a durable metal roof, encapsulated crawlspace, and a whole-house generator for peace of mind. Car enthusiasts, hobbyists, or entrepreneurs will appreciate the detached 40’x25’ three-car garage, complete with workbenches, a propane heater, and an office/workshop space—formerly used as a Harley workshop. The home is located just 3 miles from Ganey’s Wharf boat ramp, offering easy access to the Choptank and Tuckahoe Rivers.

6315 Harmony Road, Preston

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: .

$371,000
3 Beds 3 Baths
Welcome to this beautifully maintained and completely move-in ready home, offering nearly 2,400 square feet of finished living space in the gated, amenity-filled community of Lake Land'Or. Situated on a generous, private lot just under half an acre. As you enter the home, you’ll immediately notice the gleaming hardwood floors that span the main level, paired with soaring vaulted ceilings and abundant natural light. The open-concept design creates a bright, inviting atmosphere—perfect for everyday living and entertaining alike. The updated kitchen is a true highlight, featuring newer cabinetry, granite countertops, stainless steel appliances, and a layout designed for both functionality and gathering. Adjacent to the dining area, French doors lead to a large walk-down deck, offering seamless indoor-outdoor living. The fully fenced backyard provides privacy and ample space and a newer shed adds additional convenience for storage or hobbies. The main-level Owner’s Suite is spacious and serene, featuring a lovely sitting area and a private en-suite bathroom complete with dual vanities, a luxurious soaking tub, and a separate walk-in shower—a perfect retreat after a long day. In total, the home offers three bedrooms and three fully updated bathrooms, with flexible living spaces that adapt to your needs. The fully finished basement expands the living area significantly, offering a large rec/family room with a cozy gas-burning fireplace, a full bathroom, a guest bedroom, and a dedicated laundry and storage area. A bonus room downstairs presents the ideal opportunity for a fourth bedroom, home office, gym, or media room—whatever suits your lifestyle best. A pool table will convey with the purchase, adding to the home’s entertainment appeal. Throughout the home, you'll find thoughtful upgrades including fresh paint, new carpet in the bedrooms, ceiling fans, and well-maintained systems that make this property truly turnkey. Located in the desirable Lake Land'Or community, residents enjoy resort-style amenities such as lakes, beaches, pools, playgrounds, sports courts, clubhouse access, walking trails, and 24/7 gated security. Whether you're looking for a peaceful escape or an active neighborhood with plenty of recreational options, this home offers the best of both worlds. Don’t miss your opportunity to own this spacious, upgraded, and versatile property—schedule your private showing today and discover the lifestyle that Lake Land'Or has to offer.

205 Marday Drive, Ruther Glen

Listing courtesy of Q Real Estate, LLC. Contact:

Selling Office: .

$289,990
4 Beds 2 Baths
Coming soon at 111 Parkland Road, a new home soon to be built in our newest community Kinnamon Meadows in Greensboro, MD. The Helena is an inviting 1,460 square foot cottage-style ranch home that offers four bedrooms, two bathrooms, and a one-car garage. The long, welcoming foyer of this home allows for the three guest bedrooms and guest bathroom to be separate from the living areas of the home. The oversized great room with an abundance of natural light is open to the kitchen making an ideal space to entertain or spend time together with loved ones. The main bedroom is privately tucked away from the great room and features a walk-in closet and a private, full bathroom. The functional kitchen offers plenty of stylish gray cabinet space, granite countertops, stainless steel appliances, a sizeable island with room for seating and a pantry closet. The homes' fourth bedroom is positioned away from the other bedrooms providing the opportunity for a home office, hobby room or playroom. The laundry room is nestled off the kitchen. The included white blinds and an innovative Smart Home® package will give you complete peace of mind living in your new home. Pictures, artist renderings, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Image representative of plan only and may vary as built. Images are of model home and include custom design features that may not be available in other homes. Furnishings and decorative items not included with home purchase.

111 Parkland Road, Greensboro

Listing courtesy of D.R. Horton Realty of Virginia, LLC. Contact:

Selling Office: .

$286,990
4 Beds 2 Baths
Get ready for 114 Parkland Road, a new home soon to be built in our newest community Kinnamon Meadows in Greensboro, MD. The Helena is an inviting 1,460 square foot cottage-style ranch home that offers four bedrooms, two bathrooms, and a one-car garage. The long, welcoming foyer of this home allows for the three guest bedrooms and guest bathroom to be separate from the living areas of the home. The oversized great room with an abundance of natural light is open to the kitchen making an ideal space to entertain or spend time together with loved ones. The main bedroom is privately tucked away from the great room and features a walk-in closet and a private, full bathroom. The functional kitchen offers plenty of modern gray cabinet space, granite countertops, stainless steel appliances, a sizeable island with room for seating and a pantry closet. The homes' fourth bedroom is positioned away from the other bedrooms providing the opportunity for a home office, hobby room or playroom. The laundry room is nestled off the kitchen. The included white blinds and an innovative Smart Home® package will give you complete peace of mind living in your new home. Pictures, artist renderings, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Image representative of plan only and may vary as built. Images are of model home and include custom design features that may not be available in other homes. Furnishings and decorative items not included with home purchase.

114 Parkland Road, Greensboro

Listing courtesy of D.R. Horton Realty of Virginia, LLC. Contact:

Selling Office: .

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